Chloranthalactone A

Details

• Internal ID: 80a4b269-8176-40b9-876a-3dd2b7d94c68
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,9S,10R,12S)-4,9-dimethyl-13-methylidene-6-oxatetracyclo[7.4.0.03,7.010,12]trideca-3,7-dien-5-one
• SMILES (Canonical): CC1=C2CC3C(=C)C4CC4C3(C=C2OC1=O)C
• SMILES (Isomeric): CC1=C2C[C@H]3C(=C)[C@H]4C[C@H]4[C@@]3(C=C2OC1=O)C
• InChI: InChI=1S/C15H16O2/c1-7-9-4-12(9)15(3)6-13-10(5-11(7)15)8(2)14(16)17-13/h6,9,11-12H,1,4-5H2,2-3H3/t9-,11+,12-,15-/m1/s1
• InChI Key: OVEQSZKTJIUNHZ-JDTTZNEISA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.29 g/mol
• Exact Mass: 228.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 66395-02-6
• (1S,9S,10R,12S)-4,9-dimethyl-13-methylidene-6-oxatetracyclo[7.4.0.03,7.010,12]trideca-3,7-dien-5-one
• CHEMBL468809
• OVEQSZKTJIUNHZ-JDTTZNEISA-
• DTXSID90318686
• NSC334031
• AKOS040734559
• NSC-334031
• InChI=1/C15H16O2/c1-7-9-4-12(9)15(3)6-13-10(5-11(7)15)8(2)14(16)17-13/h6,9,11-12H,1,4-5H2,2-3H3/t9-,11+,12-,15-/m1/s1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6208	62.08%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5268	52.68%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8551	85.51%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8250	82.50%
P-glycoprotein inhibitior	-	0.8911	89.11%
P-glycoprotein substrate	-	0.8895	88.95%
CYP3A4 substrate	+	0.5900	59.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.6652	66.52%
CYP2C9 inhibition	-	0.9077	90.77%
CYP2C19 inhibition	-	0.5301	53.01%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	+	0.5673	56.73%
CYP2C8 inhibition	-	0.8635	86.35%
CYP inhibitory promiscuity	+	0.5528	55.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4919	49.19%
Eye corrosion	-	0.9579	95.79%
Eye irritation	-	0.6830	68.30%
Skin irritation	-	0.5517	55.17%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.6465	64.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.6648	66.48%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	+	0.6573	65.73%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6039	60.39%
Estrogen receptor binding	-	0.4902	49.02%
Androgen receptor binding	+	0.6288	62.88%
Thyroid receptor binding	-	0.5673	56.73%
Glucocorticoid receptor binding	-	0.4769	47.69%
Aromatase binding	-	0.5811	58.11%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7749	77.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.05%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.61%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.80%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.55%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.91%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.82%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	85.18%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	83.66%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.98%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.52%	94.80%

Plants that contains it

• Chloranthus tianmushanensis
• Sarcandra glabra

Cross-Links

• PubChem: 333361
• LOTUS: LTS0145872
• wikiData: Q82074615